Acetohydroxamic acid CAS 546-88-3
Introduction：Basic information about Acetohydroxamic acid CAS 546-88-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Acetohydroxamic acid Basic information
| Product Name: | Acetohydroxamic acid |
| Synonyms: | yangwosuan;Acetylhydroxylamine;AHA;cetohyroxamic acid;Hydroxylamine, N-Acetyl-;Hydroxylamine,N-acetyl-;Lithostat;Methylhydroxamic acid |
| CAS: | 546-88-3 |
| MF: | C2H5NO2 |
| MW: | 75.07 |
| EINECS: | 208-913-8 |
| Product Categories: | LITHOSTAT;inhibitor;Amines;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;All Inhibitors;Hydroxylamines (N-Substituted);Hydroxylamines;Inhibitors;Nitrogen Compounds;Organic Building Blocks;546-88-3 |
| Mol File: | 546-88-3.mol |
Acetohydroxamic acid Chemical Properties
| Melting point | 88-90 °C (lit.) |
| Boiling point | 133.7°C (rough estimate) |
| density | 1.2269 (rough estimate) |
| refractive index | 1.4264 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Methanol (Sparingly), Water (Sparingly) |
| pka | 8.70(at 25℃) |
| form | Crystalline Solid |
| color | White to pale yellow |
| Water Solubility | Soluble in water. |
| Sensitive | Hygroscopic |
| Merck | 14,63 |
| BRN | 1739019 |
| Stability: | Moisture and Temperature Sensitive |
| InChI | 1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4) |
| InChIKey | RRUDCFGSUDOHDG-UHFFFAOYSA-N |
| SMILES | CC(NO)=O |
| CAS DataBase Reference | 546-88-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetamide,N-hydroxy(546-88-3) |
| EPA Substance Registry System | Acetohydroxamic acid (546-88-3) |
Safety Information
| Hazard Codes | T |
| Risk Statements | 61-40 |
| Safety Statements | 53-45-36/37/39-22 |
| RIDADR | 3263 |
| WGK Germany | 3 |
| RTECS | AK8157000 |
| Hazard Note | Toxic |
| PackingGroup | II |
| HS Code | 29225090 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Repr. 1B |
| Hazardous Substances Data | 546-88-3(Hazardous Substances Data) |
| Toxicity | mmo-sat 160 mmol/plate JOPHDQ 3,557,80 |
| Description | Acetohydroxamic acid is a potent, non-competitive and irreversible inhibitor ofbacterial urease (Ki≈lO-7M). This enzyme, which is widely distributed in plantsand bacteria, but not in mammalian cells, catalyzes the decomposition of urea toammonia. Elevated urinary ammonia levels can reduce the antibacterial effectivenessof a number of agents. Thus, acetohydroxamic acid is useful as adjunctivetherapy to decrease urinary ammonia and alkalinity in patients with chronicurea-splitting urinary infection. Such infections are a leading cause of recurringcomplications and death in paraplegics. |
| Chemical Properties | White Crystalline Solid |
| Originator | Research Organics; Baylor Unk. (USA) |
| Uses | Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels. 2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori. Acetohydroxamic acid was used: to study the mechanism of complexation of iron (III) with acetohydroxamic acid. to study the inhibitory mechanism of lansoprazole and omeprazole on Helicobacter pyloni. in urease inhibition studies. for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile. Used in urease inhibition studies and for in situ generation of nitrosocarbonylmethane as a Diels-Alder dienophile. |
| Uses | A urease inhibitor. Used in the synthesis |
| Uses | Urease inhibitorAcetohydroxamic acid acts as a drug, as an inhibitor of bacterial and plant urease, which is used for urinary tract infections. It is also used in organic synthesis. It acts as an antiurolithic and antibacterial agent. It is involved in the study of complexation of iron(III) with acetohydroxamic acid as well as in the inhibition study of lansoprazole and omeprazole on Helicobacter pyloni. It plays an important role in the insitu generation of nitrosocarbonylmethane as a Diels-Alder dienophile. In addition to this, it is used in the treatment of kidney stones and urinary tract infections. |
| Definition | ChEBI: Acetohydroxamic acid is a member of the class of acetohydroxamic acids that is acetamide in which one of the amino hydrogens has been replaced by a hydroxy group. It has a role as an EC 3.5.1.5 (urease) inhibitor and an algal metabolite. It is functionally related to an acetamide. It is a tautomer of a N-hydroxyacetimidic acid. |
| Manufacturing Process | 3 Methods of producing of acetohydroxamic acid: 1. Ethyl acetic acid ether was treated with hydroxylamine andacetohydroxamic acid was obtained. 2. Acetohydroxamic acid was obtained in the result of reaction of acetamidewith hydroxylamine. 3. Acetohydroxamic acid was obtained by treatment of acetaldehyde withnitrohydroxylamine. |
| Brand name | Lithostat (Mission). |
| Therapeutic Function | Urease inhibitor |
| General Description | Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels. 2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori. |
| Side effects | Get emergency medical help if you have any of these signs of an allergic reaction: hives; difficulty breathing; swelling of your face, lips, tongue, or throat. Call your doctor at once if you have: pounding heartbeats or fluttering in your chest; signs of a blood clot in your leg --pain, swelling, warmth, or redness in one or both legs; signs of a red blood cell disorder --pale or yellowed skin, dark colored urine, fever, confusion or weakness. Common side effects may include: headache during the first 2 days of treatment; skin rash, warmth, tingling or redness (especially if you drink alcohol while taking acetohydroxamic acid); upset stomach, nausea, loss of appetite; depressed mood; anxiety, tremors, nervousness; hair loss. |
| Safety Profile | Moderately toxic by intraperitonealroute. An experimental teratogen. Other experimentalreproductive effects. Mutation data reported. When heatedto decomposition it emits toxic fumes of NOx. |
| Veterinary Drugs and Treatments | Acetohydroxamic acid can be used in dogs as adjunctive therapyin some cases of recurrent urolithiasis or in the treatment of persistenturinary tract infections caused by the following bacteria:E. coli, Klebsiella, Morganella morganii, Staphylococci spp., andPseudomonas aeruginosa. Adverse effects limit its usefulness. |
Acetohydroxamic acid Preparation Products And Raw materials
| Raw materials | HYDROXYLAMINE |
| Preparation Products | Acetaldoxime-->Caracemide-->5-(trifluoromethyl)benzo[d]isoxazol-3-amine |
